Use of acridine derivatives as matrix materials and/or electron blockers in OLEDs
The present invention relates to the use of (hetero)aryl-substituted acridine derivatives as matrix materials in a light-emitting layer of organic light-emitting diodes (OLEDs) and/or in a blocking layer for electrons in organic light-emitting diodes. The present invention further relates to a light-emitting layer which comprises at least one emitter material and at least one matrix material, wherein the matrix material used is at least one (hetero)aryl-substituted acridine derivative, and to an organic light-emitting diode which comprises at least one inventive light-emitting layer, to an organic light-emitting diode which comprises at least one acridine derivative of the formula (I) in a blocking layer for electrons, and to a device selected from stationary and mobile visual display units and illumination units which comprise at least one inventive organic light-emitting diode.
1. An organic light-emitting diode comprising an acridine derivative of the general formula (I) as matrix material in a light-emitting layer of the organic light-emitting diode and/or as electron blocker in the organic light-emitting diode
in which:
(Het)Ar 1 and
(Het)Ar 2 are each independently an unsubstituted or substituted aryl radical or an unsubstituted or substituted heteroaryl radical;
R 1 is an unsubstituted phenyl radical;
R 2 , R 3 are each independently an unsubstituted or substituted alkyl radical which may be linear or branched, an unsubstituted or substituted cycloalkyl radical, an unsubstituted or substituted heterocycloalkyl radical, an unsubstituted or substituted aryl radical, an unsubstituted or substituted heteroaryl radical, or a silyl radical;
n, m are each independently 0, 1, 2, 3 or 4, where, in the case that n or m is 0, all positions in the acridine base skeleton substitutable by R 2 or R 3 are hydrogen;
is not present; and
is not present.
2. The organic light-emitting diode according to claim 1 , wherein the acridine derivatives of the formula (I) are used as matrix materials and/or electron blockers for triplet emitters.
3. The organic light-emitting diode according to claim 1 , wherein the (Het)Ar 1 and (Het)Ar 2 radicals are each independently selected from the group consisting of unsubstituted and substituted C 6 - to C 14 -aryl radicals and unsubstituted and substituted heteroaryl radicals having from 5 to 14 ring atoms.
4. The organic light-emitting diode according to claim 3 , wherein the (Het)Ar 1 and (Het)Ar 2 radicals are selected from the group consisting of unsubstituted and substituted phenyl, unsubstituted and substituted biphenyl, unsubstituted and substituted pyridyl, unsubstituted and substituted pyrimidyl, unsubstituted and substituted triazinyl, unsubstituted and substituted benzofuryl, unsubstituted and substituted benzothienyl, unsubstituted and substituted benzimidazolyl, unsubstituted and substituted dibenzofuryl, unsubstituted and substituted dibenzothienyl and unsubstituted and substituted carbazolyl.
5. The organic light-emitting diode according to claim 1 , wherein the radicals and symbols in the acridine derivatives of the formula (I) are each defined as follows:
(Het)Ar 1 and (Het)Ar 2 are each independently phenyl which is unsubstituted or substituted by one or more radicals selected from the group consisting of CN, —OC(O)Ph, carbazolyl, pyridyl, CF 3 ,
pyridyl, pyrimidyl, triazinyl, oxazolyl, oxadiazolyl, each of which is unsubstituted or substituted by phenyl; benzimidazolyl which is unsubstituted or substituted by phenyl; benzofuryl, dibenzofuryl, benzothienyl, dibenzothienyl, and carbazolyl, each of which is unsubstituted or substituted by phenyl;
R 1 is phenyl which is unsubstituted;
n, m are each 0; and
are not present.
6. The organic light-emitting diode according to claim 1 , wherein (Het)Ar 1 and (Het)Ar 2 in the acridine derivatives of the formula (I) are identical.
7. A light-emitting layer comprising at least one emitter material and at least one matrix material, wherein the matrix material used is at least one acridine derivative of the formula (I) according to claim 1 .
8. An organic light-emitting diode comprising at least one light-emitting layer according to claim 7 .
9. An organic light-emitting diode comprising at least one acridine derivative of the formula (I) according to claim 1 in a blocking layer for electrons.
10. A device selected from the group consisting of a stationary visual display unit, a mobile visual display unit and an illumination unit, comprising at least one organic light-emitting diode according to claim 8 .
11. A device selected from the group consisting of a stationary visual display unit, a mobile visual display unit and an illumination unit, comprising at least one organic light-emitting diode according to claim 9 .